(-)-Isocorypalmine - CAS 483-34-1
Not Intended for Therapeutic Use. For research use only.
Category:
Inhibitor
Product Name:
(-)-Isocorypalmine
Catalog Number:
483-34-1
Synonyms:
(13aS)-5,8,13,13a-Tetrahydro-3,9,10-trimethoxy-6H-dibenzo[a,g]quinolizin-2-ol; O10-Methylstepholidine; Tetrahydrocolumbamine;
CAS Number:
483-34-1
Description:
(-)-Isocorypalmine is a alkaloid, as a metabolite of the isoquinoline.
Molecular Weight:
341.40
Molecular Formula:
C20H23NO4
Quantity:
Milligrams-Grams
Quality Standard:
Enterprise Standard
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)OC
InChI:
1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1
InChIKey:
KDFKJOFJHSVROC-INIZCTEOSA-N
Targets:
Others
Chemical Structure
CAS 483-34-1 (-)-Isocorypalmine

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Reference Reading


1.A divergent route to 9, 10-oxygenated tetrahydroprotoberberine and 8-oxoprotoberberine alkaloids: synthesis of (±)-isocorypalmine and oxypalmatine.
Gadhiya S1, Ponnala S2, Harding WW1. Tetrahedron. 2015 Feb 25;71(8):1227-1231.
A new route which is germane to the synthesis of 9,10-oxygenated tetrahydroprotoberberines and 8-oxoprotoberberines is described. The route features the use of a diester (14) generated from reaction of dimethylmalonate with an aryl halide in the presence of n-butyllithium. The amide 17 prepared in subsequent steps is a versatile precursor for the synthesis of tetrahydroprotoberberine and 8-oxoprotoberberine scaffolds using standard high-yielding reactions. In this manner, (±)-isocorypalmine and oxypalmatine have been synthesized in 23% and 22 % yields respectively.
2.L-isocorypalmine reduces behavioral sensitization and rewarding effects of cocaine in mice by acting on dopamine receptors.
Xu W1, Wang Y, Ma Z, Chiu YT, Huang P, Rasakham K, Unterwald E, Lee DY, Liu-Chen LY. Drug Alcohol Depend. 2013 Dec 1;133(2):693-703. doi: 10.1016/j.drugalcdep.2013.08.021. Epub 2013 Sep 2.
BACKGROUND: We previously reported isolation of l-isocorypalmine (l-ICP), a mono-demethylated analog of l-tetrahydropalmatine (l-THP), from the plant Corydalis yanhusuo. Here we characterized its in vitro pharmacological properties and examined its effects on cocaine-induced behaviors in mice.